Abstract
We describe here the synthesis and characterization of a molecular receptor that forms kinetically and thermodynamically stable host-guest complexes in water. This cavitand-based host is composed of a preorganized aromatic pocket whose rim is decorated with four negatively charged carboxylate groups. H-1 NMR and isothermal titration calorimetry have been used to characterize the behavior of the resulting complexes in response to changes in pH, buffer identity, and salt concentration and in the presence of sodium dodecyl sulfate micelles.
| Original language | English |
|---|---|
| Pages (from-to) | 2870-2876 |
| Number of pages | 6 |
| Journal | Journal of the American Chemical Society |
| Volume | 126 |
| DOIs | |
| Publication status | Published - 2004 |
Keywords
- MOLECULAR RECOGNITION
- AQUEOUS-MEDIA
- SYNTHETIC RECEPTORS
- AMMONIUM CATIONS
- CAVITANDS
- INCLUSION
- GUEST
- ACETYLCHOLINE
- CHEMOSENSOR
- DERIVATIVES
Cite this
Kinetically Stable Complexes in Water: The Role of Hydration and Hydrophobicity. / Biros, S. M.; Ullrich, E. C.; Hof, F.; Trembleau, Laurent Alain Claude; Rebek Jnr, J.
In: Journal of the American Chemical Society, Vol. 126, 2004, p. 2870-2876.Research output: Contribution to journal › Article
}
TY - JOUR
T1 - Kinetically Stable Complexes in Water: The Role of Hydration and Hydrophobicity
AU - Biros, S. M.
AU - Ullrich, E. C.
AU - Hof, F.
AU - Trembleau, Laurent Alain Claude
AU - Rebek Jnr, J.
PY - 2004
Y1 - 2004
N2 - We describe here the synthesis and characterization of a molecular receptor that forms kinetically and thermodynamically stable host-guest complexes in water. This cavitand-based host is composed of a preorganized aromatic pocket whose rim is decorated with four negatively charged carboxylate groups. H-1 NMR and isothermal titration calorimetry have been used to characterize the behavior of the resulting complexes in response to changes in pH, buffer identity, and salt concentration and in the presence of sodium dodecyl sulfate micelles.
AB - We describe here the synthesis and characterization of a molecular receptor that forms kinetically and thermodynamically stable host-guest complexes in water. This cavitand-based host is composed of a preorganized aromatic pocket whose rim is decorated with four negatively charged carboxylate groups. H-1 NMR and isothermal titration calorimetry have been used to characterize the behavior of the resulting complexes in response to changes in pH, buffer identity, and salt concentration and in the presence of sodium dodecyl sulfate micelles.
KW - MOLECULAR RECOGNITION
KW - AQUEOUS-MEDIA
KW - SYNTHETIC RECEPTORS
KW - AMMONIUM CATIONS
KW - CAVITANDS
KW - INCLUSION
KW - GUEST
KW - ACETYLCHOLINE
KW - CHEMOSENSOR
KW - DERIVATIVES
U2 - 10.1021/ja038823m
DO - 10.1021/ja038823m
M3 - Article
VL - 126
SP - 2870
EP - 2876
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
SN - 0002-7863
ER -